钯催化的喹啉酮-3-羧酸和相关杂环羧酸与（杂）芳基卤化物的脱羧偶联反应。

Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (hetero)aryl halides.

机构信息

Université Paris-Sud, CNRS, BioCIS-UMR 8076, Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, 5 rue J.-B. Clément, Châtenay-Malabry, 92296 France.

出版信息

Org Lett. 2012 Mar 16;14(6):1496-9. doi: 10.1021/ol300235k. Epub 2012 Mar 1.

DOI:10.1021/ol300235k

PMID:22381127

Abstract

An efficient and practical decarboxylative cross-coupling reaction of quinolin-4(1H)-one 3-carboxylic acids with (hetero)aryl halides has been established. Under a bimetallic system of PdBr(2) and silver carbonate, the protocol proved to be general, and a variety of 3-(hetero)aryl 4-quinolinones and related heterocycles, such as 3-aryl-1,8-naphthyridin-4(1H)-ones, 3-arylcoumarins, 3-arylquinolin-2(1H)-ones, and 2-arylchromones, can be prepared in good to excellent yields.

摘要

建立了一种高效实用的喹啉-4(1H)-酮 3-羧酸与（杂）芳基卤化物的脱羧交叉偶联反应。在 PdBr(2)和碳酸银的双金属体系下，该方案被证明是通用的，可以制备各种 3-（杂）芳基 4-喹啉酮和相关杂环，如 3-芳基-1,8-萘啶-4(1H)-酮、3-芳基香豆素、3-芳基喹啉-2(1H)-酮和 2-芳基色酮，产率良好至优秀。